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As you all know in the interview given by Masashi Kishimoto @ Jump Festa 2008, he was asked about the colors of Itachi vs Sasuke's figth and about whatever is going to happen to Kakashi this year. If you want to read the interview Click here, this comment still is in development, so you might want to check this post much as possible for updates and new findings from and other posters.
Glossy Black
I couldn't find what glossy black represents but I found something very interesting.
Black: Represents authority and power.
Glossy black: is the color of ravens. » Source
Glossy black and black: Represents "sins" in different scales.
About Ravens
In Japanese mythology, the creature is a raven called Yatagarasu (八咫烏), which is the bird of the sun goddess Amaterasu. Yatagarasu appears on the Japanese ancient document called Kojiki and this bird is believed as three-legged, although there is no description the Yatagarasu was three-legged bird.
Dark Blue
Dark blue represents knowledge, power, integrity, and seriousness, it also represents depth, expertise, and stability.
Dark blue represents represent the fifth "Vishuddha" chakra
Dark blue also represents: Pain and Agony, painful death and/or painful agony.
In addition, Kakashi wears dark blue.
Glossy Black
I couldn't find what glossy black represents but I found something very interesting.
Black: Represents authority and power.
Glossy black: is the color of ravens. » Source
Glossy black and black: Represents "sins" in different scales.
About Ravens
In Japanese mythology, the creature is a raven called Yatagarasu (八咫烏), which is the bird of the sun goddess Amaterasu. Yatagarasu appears on the Japanese ancient document called Kojiki and this bird is believed as three-legged, although there is no description the Yatagarasu was three-legged bird.
Dark Blue
Dark blue represents knowledge, power, integrity, and seriousness, it also represents depth, expertise, and stability.
Dark blue represents represent the fifth "Vishuddha" chakra
Dark blue also represents: Pain and Agony, painful death and/or painful agony.
In addition, Kakashi wears dark blue.

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